Literature DB >> 15575678

Palladium-catalyzed intramolecular O-arylation of enolates: application to benzo[b]furan synthesis.

Michael C Willis1, Dawn Taylor, Adam T Gillmore.   

Abstract

[reaction: see text] A catalyst generated from Pd2(dba)3 and the ligand DPEphos effects intramolecular C-O bond formation between enolates and aryl halides in the conversion of 1-(2-haloaryl)ketones directly into the corresponding benzofurans. Both cyclic and acyclic ketones are efficient substrates. Thio ketones can also be employed allowing the preparation of the corresponding benzothiophenes.

Entities:  

Year:  2004        PMID： 15575678     DOI： 10.1021/ol047993g

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  8 in total

1.  Palladium-Catalyzed β-Arylation of α-Keto Esters.

Authors:  Blane P Zavesky; Samuel L Bartlett; Jeffrey S Johnson
Journal:  Org Lett       Date:  2017-04-11       Impact factor: 6.005

2.  Parallel synthesis of a multi-substituted benzo[b]furan library.

Authors:  Chul-Hee Cho; Benjamin Neuenswander; Gerald H Lushington; Richard C Larock
Journal:  J Comb Chem       Date:  2008-10-21

3.  Domino C-C/C-O bond formation: palladium-catalyzed regioselective synthesis of 7-iodobenzo[b]furans using 1,2,3-triiodobenzenes and benzylketones.

Authors:  Raed M Al-Zoubi; Walid K Al-Jammal; Michael J Ferguson; Graham K Murphy
Journal:  RSC Adv       Date:  2021-09-08       Impact factor: 4.036

4.  Synthesis of poly-functionalized benzofurans via one-pot domino oxidation/[3+2] cyclization reactions of a hydroquinone ester and ynamides.

Authors:  Dongxin Zhang; Jingjing Man; Yan Chen; Lei Yin; Junchao Zhong; Qian-Feng Zhang
Journal:  RSC Adv       Date:  2019-04-25       Impact factor: 4.036

5.  Palladium-catalyzed α-arylation of carbonyls in the de novo synthesis of aromatic heterocycles.

Authors:  Harish K Potukuchi; Anatol P Spork; Timothy J Donohoe
Journal:  Org Biomol Chem       Date:  2015-04-21       Impact factor: 3.876

6.  Nickel catalyzed intramolecular oxidative coupling: synthesis of 3-aryl benzofurans.

Authors:  Sakshi Aggarwal; Dasari Srinivas; Chinnabattigalla Sreenivasulu; Gedu Satyanarayana
Journal:  RSC Adv       Date:  2020-06-10       Impact factor: 4.036

7.  Palladium-Catalyzed Synthesis of 2,3-Disubstituted Benzofurans: An Approach Towards the Synthesis of Deuterium Labeled Compounds.

Authors:  Soumitra Agasti; Soham Maity; Kalman J Szabo; Debabrata Maiti
Journal:  Adv Synth Catal       Date:  2015-07-14       Impact factor: 5.837

8.  Synthesis of Benzo[b]furans by Intramolecular C-O Bond Formation Using Iron and Copper Catalysis.

Authors:  Martyn C Henry; Andrew Sutherland
Journal:  Org Lett       Date:  2020-03-18       Impact factor: 6.005
  8 in total

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